One-pot synthesis of trifluoromethyl- and nitroso-substituted pyrazolines and pyrazoles and their tuberculostatic activity / Khudina O. G.,Burgart Ya. V.,Saloutin V. I.,Kravchenko M. A. // RUSSIAN CHEMICAL BULLETIN. - 2010. - V. 59, l. 10. - P. 1967-1973.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

3-Trifluoromethyl-substituted 4-nitrosopyrazolines and 4-nitrosopyrazoles were prepared by a one-pot synthesis from trifluoromethyl-containing 1,3-diketones, sodium nitrite in acetic acid, and hydrazines (hydrazine hydrate, methylhydrazine). 3-Trifluoromethylpyrazolines can be converted to pyrazoles on heating. The use of phenylhydrazine in these reactions led to the formation of regioisomeric 4-hydroxyimino-5-(trifluoromethyl)pyrazoline. The structure of heterocycles synthesized was established using X-ray diffraction study, (1)H and (19)F NMR spectroscopy. The obtained products exhibited considerable tuberculostatic activity.

Author keywords:

4-nitrosopyrazoline; 4-nitrosopyrazole; 1,3-diketone; hydrazine; tuberculostatic activity BETA-DIKETONES

DOI:

10.1007/s11172-010-0341-7

Web of Science ID:

ISI:000288257800017

Соавторы в МНС:

Другие поля

Поле	Значение
Month	OCT
Publisher	SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	BETA-DIKETONES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	saloutin@ios.uran.ru kravchenko@nexcom.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410
Funding-Acknowledgement	Russian Foundation for Basic Research {[}09-03-00274a]; Ministry of Education and Science of Russian Federation {[}02.740.11.0260]; Ural Branch of the Russian Academy of Sciences
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Project No. 09-03-00274a), the Ministry of Education and Science of Russian Federation (State Contract No. 02.740.11.0260), and the Ural Branch of the Russian Academy of Sciences (Integration Project of Fundamental Studies ``Scientific Principles for Creation and Development of Pharmaceutical Drugs of Natural and Synthetic Origin{''}).
Number-of-Cited-References	16
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	9
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	733JA